Acetyl chloride → Ethanone, 1-[2,3-dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-inden-5-yl]-

HRID 223115Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 223115
[Al+3].[Cl-].[Cl-].[Cl-].[CH:5]([CH:8]1[C:16]2[C:11](=[CH:12][C:13]([CH3:17])=[CH:14][CH:15]=2)[C:10]([CH3:19])([CH3:18])[CH:9]1[CH3:20])([CH3:7])[CH3:6].[C:21](Cl)(=[O:23])[CH3:22]>[N+](C)([O-])=O>[C:21]([C:14]1[CH:15]=[C:16]2[C:11]([C:10]([CH3:19])([CH3:18])[CH:9]([CH3:20])[CH:8]2[CH:5]([CH3:7])[CH3:6])=[CH:12][C:13]=1[CH3:17])(=[O:23])[CH3:22]

Komponenten

5

Edukt 3

HCID 6367Acetyl chlorideHCID 30178881,1,2,6-Tetramethyl-3-(propan-2-yl)-2,3-dihydro-1H-indeneHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 91696Ethanone, 1-[2,3-dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-inden-5-yl]-Ausbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6375NitromethaneLösungsmittel

Versuchsvorschrift

At 0°-5° C. a solution of 4 g AlCl3 in 50 ml nitromethane is added to a mixture of 6 g 1-isopropyl-2,3,3,5-tetramethyl indan (obtained according to example I or II) and 25 g acetyl chloride. Then the reaction mixture is stirred at room temperature during 30 min. and poured out into ice and extracted three times with ether. The solution in ether is washed neutral, dried and evaporated. The residue is distilled under diminished pressure to obtain 6-acetyl-1-isopropyl-2,3,3,5-tetramethyl indan in a yield of 95%. B.p. 144°-146° C./1 mm Hg; n20D =1,5301.

Aufarbeitung

  1. additionpoured out into ice
  2. extractionextracted three times with ether
  3. washThe solution in ether is washed neutral
  4. customdried
  5. customevaporated
  6. distillationThe residue is distilled under diminished pressure

Quellen und Nachweise

ORD-Eintrag
ord-f96771aa827f497dbcba7967e29ea870
Quelldatensatz
uspto-grants-1982_10
Patentnummer
US04352748

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